This Fairview property, a seven-bedroom, three-bathroom house, is situated 4.8 kilometres from White Plains city centre, 3.2 kilometres from the Bronx River Greenway, and offers easy access to New York City (51.5 kilometres away). The 298 square metre dwelling boasts a spacious layout sleeping up to twelve guests, featuring a private patio, garden with gas grill, garage parking for four vehicles, plus Smart TVs, a washer/dryer, and complimentary toiletries.
Greenwich
06/27 – 07/04
HK$5190/nighttotal: HK$36330 (7 )
Stylish Home And Cozy
1 4
apartment , Stamford
This Stamford flat is located in the Bedford district, offering proximity to downtown Stamford's shopping and attractions such as Chelsea Piers and the Bruce Museum of Arts and Science, with convenient rail access to London. This one-bedroom flat accommodates up to four guests and features complimentary high-speed Wi-Fi, air conditioning, an in-unit washer and dryer, access to a fitness centre, and a seasonal rooftop deck, with one free assigned covered parking space.
Greenwich
10/15 – 10/26
HK$11872/nighttotal: HK$130592 (11 )
Amara Garden In New Canaan
4 2
house , New Canaan
This four-bedroom villa in New Canaan offers convenient access to cultural sites including The Glass House, located 1.1 kilometres away, and the Silvermine Arts Center, 3.4 kilometres distant. Accommodating up to eight guests with one king and three queen beds, this property features air conditioning, a Jacuzzi, dishwasher, microwave, and is within easy reach of the Norwalk Maritime Aquarium, 7.2 kilometres away, and Bartlett Arboretum, 2.1 kilometres from the accommodation.
Greenwich
06/30 – 08/31
HK$3569/nighttotal: HK$221278 (62 )
Cozy Modern Home Free Parking
1 2
apartment , Stamford
This one-bedroom flat in Downtown Stamford offers convenient access to local attractions, being a short train ride from New York City and within 1.5 kilometres of Chelsea Piers and the Bruce Museum of Arts and Science. This property accommodates up to four guests with a queen bed and a queen sofa bed, and includes a fully equipped kitchen, complimentary high-speed WiFi with streaming services, an on-site fitness centre, a seasonal rooftop terrace, and a dedicated covered parking space.
9.8 8 reviews
Greenwich
06/29 – 07/29
HK$2542/nighttotal: HK$76260 (30 )
Designer 1br | Gym, Parking
1 2
apartment , White Plains
This White Plains apartment, a 7-minute walk from The Westchester Mall and a 12-minute walk from Galleria at White Plains, offers convenient access to major shopping and is within easy driving distance of historical sites such as the Jacob Purdy House and Cudner-Hyatt House Complex. The 69-square-metre (0.069-hectare) self-catering property features one bedroom, one bathroom, sleeps four guests, and includes a private garden, barbecue, and on-site parking.
10 7 reviews
Greenwich
06/27 – 07/04
HK$1790/nighttotal: HK$12530 (7 )
Guest House In Armonk
1 2
house , Armonk
This Armonk guest house, situated on a two-acre plot, offers easy access to local attractions. The newly renovated property features a queen-size bed, fully equipped kitchenette, heated swimming pool, BBQ grill, and accommodates four guests, perfect for families seeking a peaceful retreat near Armonk's amenities.
Greenwich
09/01 – 11/30
HK$1235/nighttotal: HK$111150 (90 )
Cityscape - Centrally Located 2br
2 2
apartment , Stamford
This two-bedroom flat on Stamford's West Side is located 1.2 kilometres from Mill River Park and provides convenient access to the Avon Theatre Film Centre and Half Full Brewery. This accommodation for up to four guests features a fully equipped kitchen, air conditioning, and complimentary on-site parking, with pets welcome and Wi-Fi throughout.
10 15 reviews
Greenwich
10/15 – 10/26
HK$2094/nighttotal: HK$23034 (11 )
Twenty-one ! Boutique Stay (3f)
1 2
apartment , Greenwich
This Greenwich apartment is centrally located, a short walk from Greenwich Avenue and one block from Greenwich train station, offering easy access to I-95. The 550 sq ft (approximately 51 sq m) third-floor flat features a queen-size bed, full kitchen with dishwasher, air conditioning, and sleeps two guests, perfectly situated for exploring Greenwich's shops, restaurants, and transport links.
10 1 review
Greenwich
07/16 – 07/31
HK$3149/nighttotal: HK$47235 (15 )
Windows Of The Countryside
1 2
apartment , Greenwich
This stylish guest suite in Greenwich offers a tranquil retreat within a quiet residential setting, surrounded by beautiful natural scenery. This one-bedroom, one-bathroom flat accommodates two guests, featuring air conditioning, internet, and parking, located in a peaceful area ideal for unwinding.
10 1 review
Greenwich
08/30 – 09/30
HK$1800/nighttotal: HK$55800 (31 )
Cozy 2br Apartment In Greenwich With Driveway. Walk To Restaurants & Beach!
2 1
apartment , Greenwich
This 2-bedroom flat in Greenwich offers convenient access to local attractions, situated just a 5-minute drive from Greenwich Avenue and the Capitol Theatre, and within a 20-minute drive of Harbor Island Park and Greenwich Point Park. This accommodation provides Wi-Fi, air conditioning, and accommodates up to four guests, with essential toiletries and laundry facilities included, while nearby options include the Bruce Museum of Arts and Science, Rye Playland, and Chelsea Piers.
Greenwich
09/14 – 09/20
HK$10378/nighttotal: HK$62268 (6 )
Elegant Spacious Retreat Sleeps 16 Prime Area Free Parking Near Nyc
3 12
apartment , Valhalla
This luxury 3-bedroom flat in White Plains is situated approximately 3.2 kilometres from Valhalla, providing convenient access to local landmarks such as the Jacob Purdy House and the Rockefeller Archive Centre. This accommodation can host up to 16 guests, featuring four queen beds, a fully equipped gourmet kitchen, and is ideally located for visiting attractions like the Westchester County Center, which is just 1.6 kilometres away.
9.9 170 reviews
Greenwich
10/15 – 10/26
HK$1200/nighttotal: HK$13200 (11 )
Cozy Apartment In Greenwich Ct
1 2
apartment , Greenwich
This Greenwich attic flat, a short walk from Greenwich town centre, offers a peaceful retreat in a quiet neighbourhood. The self-contained apartment, sleeping up to three guests, features a queen-sized bed, a convertible futon, a kitchenette with fridge, freezer and microwave, and keyless entry; parking is also available.
Best family friendly Greenwich holiday rentals
Among the 226 accommodations in Greenwich, here are the 4 best family friendly rentals
10 1 review
Greenwich
10/15 – 10/26
HK$6394/nighttotal: HK$70334 (11 )
Best Location In Rye-5 Min Walk To Town And Metro North Train
4 2
apartment , Rye
This newly remodelled four-bedroom flat is situated in Rye's prime downtown area, offering a five-minute walk to local shops, dining, entertainment, and the Metro North train station with direct forty-minute commutes to New York City, placing it conveniently near the Capitol Theatre and Jacob Purdy House. Spanning 208 square meters, this family-friendly residence accommodates up to eight guests with a fully equipped kitchen, air conditioning, a terrace, garden, spa, and parking, providing excellent access to nearby jet skiing, kayaking, hiking, and cycling opportunities.
8.2 6 reviews
Greenwich
10/15 – 10/26
HK$8339/nighttotal: HK$91729 (11 )
Exquisite Bedford Lux Retreat.
3 2
house , Bedford
This Bedford property, situated 24 kilometres from both SUNY Purchase and Manhattanville College and 19 kilometres from Westchester County Airport, offers convenient access to local colleges and transport links. This three-bedroom, two-bathroom house boasts 186 square metres of floor space, accommodating up to 19 guests with amenities including a jacuzzi, sauna, terrace, garden, free parking and Wi-Fi, plus nearby hiking trails and an on-site mini-market.
Greenwich
07/16 – 07/31
HK$4820/nighttotal: HK$72300 (15 )
Luxury 2 Bed Unitgreenwich/gym/lounge/brand New!
1 2
apartment , Greenwich
This apartment is situated in Greenwich, offering easy access to local landmarks and attractions within the area. This residence accommodates four guests and features two bathrooms, a contemporary kitchen with a freezer and dishwasher, air conditioning, and access to a garden, fitness centre, and communal lounge with complimentary coffee and snacks.
Greenwich
07/16 – 07/31
HK$2816/nighttotal: HK$42240 (15 )
Peaceful Lakeside Retreat In Greenwich [2br, 1ba]
2 2
apartment , Greenwich
This two-bedroom flat in Greenwich offers peaceful lakeside views of Frye Lake and convenient access to NYC train stations, located approximately 1.5 kilometres from the upscale shops and dining on Greenwich Avenue. This family-friendly apartment accommodates up to four guests and features a garden area with a picnic table, air conditioning, WiFi, and parking.
Best Greenwich holiday rentals with a pool
Among the 226 accommodations in Greenwich, here are the 4 best rentals with a pool
9.7 3 reviews
Greenwich
07/16 – 07/31
HK$5046/nighttotal: HK$75690 (15 )
Midcentury Modern Zenhouse Sculptor Studio
1 1
studio , Stamford
This Midcentury Modern ZenHouse Sculptor Studio apartment is situated in Stamford, Connecticut, approximately 22.5 kilometres from both the State University of New York at Purchase and Manhattanville College, and Westchester County Airport. The 111-square-metre self-catering apartment features a spacious layout with one bedroom, one bathroom, and can accommodate up to three guests, offering amenities such as a fully equipped kitchen with dishwasher, a private terrace, garden, swimming pool, tennis court, parking, and complimentary Wi-Fi.
Greenwich
07/16 – 07/31
HK$8191/nighttotal: HK$122865 (15 )
Exquisite Bedford Lux Retreat.
1 1
house , Bedford
House. Your accommodation will be located in Bedford. Services and facilities: a washing machine, a dish washer and a kitchen.
Greenwich
09/01 – 11/30
HK$1908/nighttotal: HK$171720 (90 )
Stunning 1-bed, 1-bath With Breathtaking Views & Luxury Finishes
1 2
apartment , New Rochelle
This New Rochelle apartment, ideally situated near the waterfront and offering easy access to Randall's Island Park, provides a convenient base for exploring the city. The one-bedroom flat boasts an open-plan layout, sleeping up to four guests and includes a chef's kitchen with stainless steel appliances, a spa-like bathroom, and access to a swimming pool, spa and fitness centre; nearby recreational opportunities include golfing, swimming and ice skating.
Greenwich
06/30 – 08/31
HK$3091/nighttotal: HK$191642 (62 )
Luxury Apt On Harbor
1 2
apartment , Stamford
This Stamford harbourside apartment, conveniently located 19km from Iona College and within 20km of both Manhattanville College and SUNY Purchase, offers stunning views. The 76 square metre, one-bedroom flat sleeps five, boasting a fully equipped kitchen, in-unit laundry, free Wi-Fi, and access to a swimming pool and fitness centre; Westchester County Airport is 19km away.
Frequently asked questions about holiday rentals in Greenwich
When is the best time to book a vacation rental in Greenwich, CT?
The best time to book a vacation rental in Greenwich is during the shoulder seasons, April-May and September-October. You'll avoid the summer crowds and the prices will be lower.
What are the best Airbnb and vacation rentals in Greenwich?
What are the best budget-friendly activities in Greenwich, CT?
You can take a walk or cycle along the waterfront, it's a beautiful way to see the town. You can also visit the Greenwich Library, it's free to enter and has a wide range of books and events.
What are the best restaurants with local dishes in Greenwich, CT?
The Ginger Man is a popular spot for classic American dishes, and the Greenwich Wine & Spirits Shop has a great selection of local beers and wines. For a more casual option, try the Elm Street Oyster House, they have a great selection of fresh seafood.
What are the best vacation rentals with a pool in Greenwich?
Are there pet-friendly attractions in Greenwich, CT?
Greenwich Point Park is pet-friendly, you can take your dog for a walk on the beach or enjoy a picnic. The Bruce Museum also has a pet-friendly outdoor area.
What are the best rentals for families and kids in Greenwich?
What are the benefits of choosing a vacation rental in Greenwich, CT?
Vacation rentals offer more space and privacy than hotels, and they're often located in quieter areas. You can also save money by cooking your own meals.
What are the best rentals or Airbnbs with a jacuzzi in Greenwich?
What are the top sports attractions and facilities in Greenwich, CT?
The Greenwich Country Club is a private club with a golf course, tennis courts and swimming pool. The Greenwich YMCA also has a variety of sports facilities, including a gym, pool and fitness classes.
Destinations nearby
Best Greenwich holiday rentals with a balcony
Greenwich
07/16 – 07/31
HK$8896/nighttotal: HK$133440 (15 )
Peaceful Pound Ridge Summer Retreat W/ Pool & 5 Bedrooms, 65 Min To Nyc
5 2
apartment , Scotts Corners
This Pound Ridge property, a generous 2-acre wooded estate, offers a secluded retreat near cultural sites such as the Caramoor Centre for Music and the Arts and The Glass House, located approximately 5.6 kilometres from Scotts Corners. This spacious 372 square metre residence accommodates up to 10 guests across 5 bedrooms and 3 bathrooms, featuring a heated competition-sized swimming pool, a separate apartment, and zero-step access, with floor-to-ceiling windows opening onto a wrap-around deck for enjoying the surrounding nature.
9.6 10 reviews
Greenwich
10/15 – 10/26
HK$14542/nighttotal: HK$159962 (11 )
Historic 6-bdrm Tudor Estate W Pool/tennis Access
6 2
apartment , Stamford
This six-bedroom apartment is ideally located in central Stamford, just a short walk from both E. Gaynor Brennan Golf Course and Stamford Hospital. The property has received excellent ratings for its location, cleanliness, and overall user experience. The spacious flat is perfect for large groups or families, offering a comfortable and well-equipped living space. Guests can enjoy a range of amenities, including a swimming pool, tennis court, sauna, and barbecue facilities, as well as a fully-equipped kitchen, a terrace, and a garden.
Greenwich
10/15 – 10/26
HK$4988/nighttotal: HK$54868 (11 )
Cozy Riverfront Cottage - Pool, Hot Tub, 35 Min Nyc
1 2
house , Greenwich
This riverfront cottage in Greenwich is located 6.76 kilometres from SUNY Purchase and 7.56 kilometres from Manhattanville College, with Westchester County Airport 5.95 kilometres away. This one-bedroom holiday home offers accommodation for 13 guests, featuring a private swimming pool, hot tub, balcony, terrace, and private parking, alongside complimentary Wi-Fi.
Greenwich
10/15 – 10/26
HK$2800/nighttotal: HK$30800 (11 )
The Platinum Downtown Stamford Studio Getaway
1 2
studio , Stamford
This studio apartment is situated in Downtown Stamford, a short walk from the Metro-North train station, and close to Stamford Town Centre and Springdale Shopping Centre, with the Bush Holley House Museum and Hoyt Barnum House also nearby. This 46 square meter flat accommodates up to four guests with a queen bed, a bunk bed and a sofa bed, offering a custom kitchen with top-brand appliances, in-unit laundry, air conditioning, a terrace, Wi-Fi, parking, and access to building amenities including a fitness centre and kids' playroom.
Best Greenwich holiday rentals with parking
Greenwich
09/01 – 11/30
HK$2310/nighttotal: HK$207900 (90 )
Super Luxury 1-bedroom Apartment With Amazing View Of New Roc City, With Extra
1 2
apartment , New Rochelle
This New Rochelle flat is located in Downtown Rochelle, placing it 12 kilometres from the Bronx Zoo and the New York Botanical Gardens, with New Roc City and Bay Plaza Shopping Centre within easy reach. This one-bedroom flat accommodates two guests and offers air conditioning, Wi-Fi, and access to an on-site fitness room.
9.6 124 reviews
Greenwich
10/15 – 10/26
HK$3716/nighttotal: HK$40876 (11 )
Belltown Retreat
3 2
house , Stamford
Belltown Retreat is a comfortable house in Stamford, conveniently located within a short drive of both Manhattanville College and Iona College, making it ideal for families or those visiting the area. The property has consistently received excellent ratings for its location, cleanliness, and overall experience. The house has three bedrooms, comfortably accommodating up to six guests. Guests can enjoy a fully equipped kitchen, a comfortable living space, free Wi-Fi, air conditioning, a garden, parking, and the option to bring their pets along.
Greenwich
10/15 – 10/26
HK$4479/nighttotal: HK$49269 (11 )
15 Mi To Long Island Sound Bedford Winter Retreat
2 2
house , Bedford
This holiday home in Bedford is located approximately 16 kilometres from Westchester County Airport. This 195 square meter property accommodates up to 11 guests, offering air-conditioned interiors, a swimming pool, free Wi-Fi, and on-site parking, with two bathrooms and a fully equipped kitchen.
10 5 reviews
Greenwich
08/07 – 08/12
HK$4033/nighttotal: HK$20165 (5 )
Charming 1-bedroom Apartment In Greenwich With Water View & Balcony.
1 2
apartment , Greenwich
This Cos Cob flat offers a tranquil water view in Greenwich, located within 500 meters of historical sites such as the Bush Holley House Museum and Putnam Cottage. This one-bedroom flat accommodates up to three guests with a queen bed and sofa bed, featuring a full kitchen, air conditioning, WiFi, a fireplace, and a terrace, with parking available.